Who is this for?

It’s hard to answer, Who is this for? but it’s usually for folks who are familiar with my work somewhat and who are looking for dynamic support they’re not getting through other avenues. Typically, people who work with me don’t have a perfectly logical reason why; they often have a gut feeling that I can help them with what they’re struggling with or need advice or guidance or a second brain on.

My clients work on a range of issues, goals, and projects. Most are at some kind of crossroads in multiple or converging areas (career/vocation, relationship structure, other major loss such as identity, marriage, motivation) recovery, aging) or endeavoring new creative projects, or are simply burnt out and at a loss for where to go next.

What to expect

I’ve had a wide range of professional and general life experiences that give me a unique perspective and skill set that combine to provide a very specific offering that will speak clearly to some (and not at all to others!).

I ask a few questions prior to each session to get clarity on your issue, questions, or project, and then we spend our time digging in on whatever it is. At the end of each session, we’ll recap major points and go over action items, suggested practices, and/or next steps.

While I use a lot of evidence-based practices in my work and my work is trauma-informed, these sessions are not intended to act as therapy in any regard—they are not listening sessions but rather co-creative sessions that are action-oriented and outcome-based. Clients should be supported otherwise and not seeking me out as a primary form of emotional support, bring their own tools, and be clear that the point of these sessions is for you to gain clarity, identify steps forward, have a partner in problem solving, and sometimes receive advice—not for me to provide deep emotional support or offer any other form of deep work that resembles therapy or therapeutic methods.

If you have any questions about whether or not this is for you, email us at contact@hollywhitaker.com.

Other relevant information

I’m a published author and currently make a living as a writer (of books and on Substack), coach, and adviser. I’m a former health care executive, CEO/founder, entrepreneur/small business owner, podcaster, fundraiser, advisor to startups/entrepreneurs, and more.

I’ve also had some specific experiences—becoming a NYT bestseller, stepping down as CEO of a company I founded, dealing with the pressure of going viral and the fleeting celebrity it brings, raising money as a female founder, being a female founder/executive, weathering cancellation, moving away from being an influencer and using social media, writing through a major life transition, moving to the country from the city and moving more offline, and having to follow up a pretty successful first book to name just a few.

In a former life. I was a sobriety and recovery coach and worked in a 1-to-1 setting with dozens. and 1-to-many setting with thousands in this capacity. I have deep experience in coaching folks and am extremely good at what I do—coaching is one of my zones of excellence.